Five dissymmetrically functionalized anthracene analogues (3a-e) were synthesized from commercially available 9,10-dibromoanthracene through an efficient bromine-iodine exchange followed by two successive Sonogashira coupling reactions. The resulting TMS-anthracene analogues are interesting building blocks for the preparation of highly $\pi$-conjugated dissymmetric pentacene-based dyads, which could be used as active semiconducting layers for organic field-effect transistors (OFETs).
Sonogashira reaction, anthracene, pentacene, organic field-effect transistors
SCHWEIZER, STEPHANE; ERBLAND, GUILLAUME; BISSERET, PHILIPPE; LALEVEE, JACQUES; NOUEN, DIDIER LE; and BLANCHARD, NICOLAS
"Sonogashira reactions for the synthesis of polarized pentacene derivatives,"
Turkish Journal of Chemistry: Vol. 39:
6, Article 4.
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss6/4